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1720 Hale Avenue, Chesterton
$130,000
2 Beds ⋅ 2 Baths
Discover the potential in this peaceful North Chesterton property, set on approximately 0.70 acres in a serene setting near Indiana Dunes National Park, beautiful Lake Michigan beaches, and the South Shore train station. Whether you're looking for your next investment opportunity, a property to make your own, or a quiet personal escape surrounded by nature, this property offers plenty of possibilities. The home could use a little TLC, making it an excellent opportunity for someone ready to bring their vision to life. Recent updates include a newer roof and a newer well pump head and bladder. The seller will pay for the septic system pump-out, offering added peace of mind. Outside, enjoy a tranquil setting with apple trees, blueberries, grapes, and beautiful multicolored lilies throughout the backyard, creating a garden-like atmosphere with abundant natural beauty and local wildlife. The property also features a two-car garage with a tool crib area and laundry, plus a finished room above the garage with a separate entrance, offering additional flexibility and potential. Enjoy the best of peaceful surroundings while staying close to the outdoor recreation, beaches, and attractions of the Indiana Dunes area. With its setting, acreage, and potential, this property is ready for its next chapter!

1720 Hale Avenue, Chesterton

350 Brown Court, Chesterton
$280,000
3 Beds ⋅ 2 Baths
Fall in love with the charm, convenience, and relaxed lifestyle this delightful 3-bedroom, 2-bathroom Pere Marquette cottage has to offer! Featuring a 2-car attached garage, a fully fenced backyard perfect for your four-legged family members, and a beautiful patio tucked away for added privacy among the arborvitae trees, this home is ready for its next chapter. Even better, everything stays! All appliances and personal property included in the sale make this an opportunity you won't want to miss. Please note that the property and included items are being sold AS IS. Craving a delicious gyro? George's Gyros is just down the street! Enjoy an unbeatable location close to the beautiful shores of Lake Michigan, Indiana Dunes State Park, the South Shore train, I-94, and the charming downtown Chesterton European Market. Whether you're looking for a cozy full-time residence, a weekend getaway, or a place to enjoy the best of Northwest Indiana living, this cottage is full of possibilities! No HOA! Enjoy the freedom to make this property your own without monthly association fees or HOA restrictions. Charming, convenient, and close to everything that makes this area special -- come discover the possibilities and make this Pere Marquette cottage your own!

350 Brown Court, Chesterton

711 S 18th Street, Chesterton
$342,000
3 Beds ⋅ 3 Baths
Move-in ready, light and bright, and beautifully updated! Situated on a quiet, tree-lined street, just steps from downtown Chesterton, and in the Duneland School system. With 3-bedrooms and 3-baths, this home features an updated kitchen with green shaker cabinets, granite counters, tile backsplash and stainless appliances, including a gas range and French-door refrigerator. The light-filled entry level flows from kitchen to dining to living room under vaulted ceilings. One step down, the family room has a breakfast-bar partition and opens to the sunroom and back patio. A half bath and laundry are conveniently located at the far end of the main level. Upstairs are the primary suite with its own bath, two more bedrooms and a full bath. The partially finished basement adds a rec room and home office. Updated baths, new flooring and fresh, tasteful decor throughout. Located on a 0.21-acre lot with an adjacent platted, unbuilt right-of-way. Walk to the European Market and downtown shops, and minutes to Indiana Dunes parks and Lake Michigan beaches. South Shore Line service to Chicago from nearby Dune Park.

711 S 18th Street, Chesterton

231 E 1200 N, Chesterton
$249,900
4 Beds ⋅ 2 Baths
**BRING YOUR VISION AND UNLOCK THE POTENTIAL!** Opportunity awaits with this 4-bedroom, 1.5 -bath Cape Cod-style home offering approximately 2,000 square feet, an attached 2-car garage, and a little over an acre of land in Chesterton! Whether you're an investor searching for your next renovation project or a buyer ready to transform a house into your own masterpiece, this property is full of possibilities! The main level has been stripped down to a blank canvas, offering an open-concept layout ready for your creative ideas and personal touches. The basement provides additional possibilities, with what appears to have been a 3/4 bathroom, bonus room, spacious storage area, and laundry space. Property is serviced by well and septic. Enjoy the spacious setting while remaining conveniently located near downtown Chesterton's shopping, dining, and local attractions, along with Coffee Creek Preserve, nearby parks, and outdoor recreation. Bring your contractor, your imagination, and your plans to restore and reimagine this Cape Cod!

231 E 1200 N, Chesterton

938 N 400 E, Chesterton
$330,000
3 Beds ⋅ 2 Baths
Discover incredible land value and endless possibilities! Set far back from the road down a long driveway, this 3-bedroom, 2-bathroom bi-level is your private 2.58-acre oasis in the heart of Chesterton. This is the ultimate canvas for an investor looking to add to their portfolio, or a DIY homeowner looking for a live-in renovation with immediate equity potential. This home is a fantastic equity-building opportunity that is totally livable from day one. Move right in and take your time bringing your vision to life! The upper level features comfortable living spaces, open concept kitchen and dining area, 3 bedrooms, and a refreshed, newer bathroom. Downstairs, the lower level is far from just an unfinished basement; it's a bright, open canvas ready to be reimagined. Complete with a half bath and laundry area, this space could easily be transformed into a sprawling entertainment room, a dedicated home gym, a private guest suite, or a quiet home office.You'll also love the attached 2-car garage, offering plenty of extra room for storage or a workshop. Location is everything, and this property delivers. Enjoy the quiet privacy of acreage living while being just a short drive from Lake Michigan beaches, hiking at the Indiana Dunes State Park, and local downtown dining. Plus, quick access to major highways and the South Shore Line makes commuting a breeze. Bring your imagination, your tool belt, and make this Chesterton gem shine!

938 N 400 E, Chesterton

1580 Eagle Street, Chesterton
$397,900
4 Beds ⋅ 3 Baths
Welcome to 1580 Eagle St in desirable Golfview Estates! This beautifully updated 4-bedroom, 3-full-bath home offers 2,364 sq ft of stylish and functional living space. Fresh interior paint and updated trim create a bright, move-in-ready feel. The open-concept kitchen, dining, and living area is perfect for everyday living and entertaining, featuring a large island, stainless steel appliances, and a mix of butcher block and granite countertops. The spacious lower-level primary suite offers a gorgeous ensuite bath and a private retreat. Bedroom 2 is located upstairs and also features its own ensuite. A separate family room provides additional living space with room for a home gym, playroom, or media area. Enjoy the large fenced backyard with a paver patio and two-level deck conveniently located off the kitchen. Surrounded by mature trees, Golfview Estates offers neighborhood charm with easy access to a nearby park and the Prairie Duneland Trail. Convenient access to Routes 49 and 94 makes commuting a breeze. Move-in ready and full of thoughtful updates--come see all this home has to offer!

1580 Eagle Street, Chesterton

2201 W Morgan Avenue, Chesterton
$360,000
3 Beds ⋅ 2 Baths
Chesterton ranch living at its best! This beautifully maintained 2006 ranch offers 1,680 sq ft, 3 bedrooms and 2 full baths, ideally located just minutes from Lake Michigan, highways, shopping and schools in the Duneland School System. Freshly painted with oak hardwood flooring throughout the main level, this move-in-ready home features a vaulted living room with gas fireplace, TV and surround speakers. The kitchen offers stainless appliances and pantry, while the dining room opens through French doors to a deck with southern exposure. Spacious primary suite includes tray ceiling, 2 walk-in closets and private bath with dual sinks, Jacuzzi tub and separate shower. Second full bath also features a jetted tub. Full basement is roughed in for a future bath and has a new sump pump. Quality 2x6 construction and solid 6-panel wood doors. Detached 2-car garage built in 2009 includes a 19' x 11' workshop with separate panel and 200-amp service. Covered front porch and low-maintenance vinyl siding complete the package!

2201 W Morgan Avenue, Chesterton

601 Long Bridge Drive, Chesterton
$295,000
4 Beds ⋅ 2 Baths
Welcome home to this charming and spacious 4-bedroom, 1.75-bathroom tri-level property perfectly situated in the heart of Chesterton, Indiana. Designed with a highly functional layout, this classic tri-level architecture maximizes living space, giving your family plenty of room to spread out, entertain, and grow. Key Features You'll Love: Versatile Tri-Level Living: Enjoy a seamless flow between the distinct levels. The bright and inviting main level serves as the central hub, ideal for daily gatherings and home-cooked meals. 4 Comfortable Bedrooms: Three well-appointed bedrooms are tucked away on the upper level, while a versatile fourth bedroom sits on the lower level. This separate space is perfect for a quiet home office, guest suite, or related living setup. 1.75 Bathrooms: Features a full guest bathroom alongside a convenient three-quarter bath, making busy mornings a breeze. The Perfect Location: Nestled in a peaceful Chesterton neighborhood, you are just minutes away from top-rated Duneland schools, local parks, and the beautiful Indiana Dunes National Park. Plus, commuting is a breeze with easy access to major highways and the South Shore Line. Whether you're looking for a cozy retreat or a home with room to entertain, this tri-level gem delivers the perfect blend of comfort and convenience. Schedule your private showing today and see why so many love calling Chesterton home!

601 Long Bridge Drive, Chesterton

224 S Calumet Road, Chesterton
$275,000
3 Beds ⋅ 2 Baths
Welcome to this charming and beautifully updated 3-bedroom, 2-bath home in the heart of Chesterton just a short walking distance to town, where the character of a 1900s home meets the comfort of today's improvements! From the moment you step inside, you'll appreciate the inviting layout, beautiful flooring, original built-ins, and thoughtful updates that have brought new life to this classic home. The updated kitchen features granite countertops, plenty of cabinetry, and a fresh, functional design, while the main level bathroom includes an added shower. The upper level provides a full bathroom with a soaking tub. This home provides a detached 2 car garage and it sits on just under a quarter of an acre with a fire pit and partially fenced backyard. Even better, many of the major improvements have already been taken care of, including a new sewer in 2021, updated upstairs plumbing in 2021, updated basement/main-level plumbing in 2023, upstairs electrical updates in 2025, and a new central A/C, and whole-house ductwork in 2025. The home also features a newer roof. And then there's the location! Enjoy everything that makes Chesterton such a special place to call home. Spend Saturday mornings browsing Chesterton's European Market in historic downtown, explore local shops and restaurants, or head to the Indiana Dunes and Lake Michigan just minutes away. The European Market is held downtown from May through October, and Chesterton offers an impressive mix of dining, shopping, community events, and outdoor recreation. Chesterton has convenient access to I-94, the Indiana Toll Road, and State Road 49 which also makes getting around Northwest Indiana and beyond easy. Schedule your showing today!

224 S Calumet Road, Chesterton

1954 David Drive, Chesterton
$168,000
1 Beds ⋅ 1 Baths
This charming 1-bedroom, 1-bath condo offers comfortable, maintenance-free living in a convenient location. Enjoy home ownership without the hassle of exterior maintenance, giving you more time to enjoy your home and everything the area has to offer. The inviting layout provides a comfortable space to relax and entertain, making this an excellent option for a first-time buyer, downsizer, or anyone looking for a low-maintenance lifestyle. Conveniently located near shopping, dining, parks, and major transportation routes, this condo combines comfort and convenience. HOA includes trash pick up, water, sewer, snow removal, landscaping, and building maintenance! Don't miss this opportunity! Schedule your showing today!

1954 David Drive, Chesterton

1708 Tower Street, Chesterton
$249,000
2 Beds ⋅ 1 Baths
This charming two bedroom, one bath home is ready for its new owners. You'll love the refinished hardwood floors and wide trim that carry classic character throughout the home. Original solid wood doors with antique hardware add timeless appeal, while modern updates provide peace of mind. The home features newer windows, siding, furnace, and A/C, along with updated electrical. The kitchen and bathroom include built ins for added storage and style. Both bedrooms offer large walk in closets with lighting, a rare find in a home of this era. A perfect blend of vintage charm and thoughtful updates -- move in ready and full of personality. The attic space has the potential for future expansion and more living space. The large 2.5 car garage is truly a dream workspace. It's fully equipped with electric and even includes an A/C unit to keep you cool on hot days while tackling projects, hobbies, or storage needs. Plenty of room, plenty of comfort, and plenty of possibilities. Just minutes from major highways and next to the Duneland walking trail.

1708 Tower Street, Chesterton

201 S 8th Street, Chesterton
$234,900
3 Beds ⋅ 2 Baths
Historic Chesterton gem just steps from downtown! This solidly built 3-bedroom, 2-bath two-story home offers nearly 2900 sq. ft. of finished living space which includes a full basement. Beautiful original woodwork, doors, hardware and classic door knobs preserve the character of this special home, complemented by hardwood flooring. The bright, inviting kitchen features beautiful cabinetry and a convenient pantry. The updated main-level bathroom includes a charming clawfoot tub. Upstairs, the spacious primary bedroom offers a walk-in closet plus its own sitting area, filled with natural light. Situated on a desirable corner lot in Duneland School District and within walking distance to downtown Chesterton's shops, restaurants and amenities. Conveniently located near the beach and South Shore train station for those commuters. Historic charm, space, location and character--this is one you won't want to miss!

201 S 8th Street, Chesterton

376 Cherry Hills Drive, Chesterton
$339,000
4 Beds ⋅ 2 Baths
Welcome to this Charming Townhome in the sought out Villages of Sand Creek! This home has great curb appeal with perennials galore and is a bird and butterfly paradise. This townhome checks all the boxes: 4 bedrooms, 2 full baths, full basement & a 2 car garage. This home has MAIN FLOOR LIVING with laundry and primary bedroom, full bathroom with double sinks, a shower and jetted tub on the main floor. The living room boasts a vaulted ceiling and fireplace, leading to the kitchen and dining room area with all stainless appliances, pantry and a nice sliding glass door that leads to the back patio. The upper level has a full bathroom and 3 large bedrooms with huge walk-in closets and there is an additional walk-in storage closet. The basement offers an additional 1,272 sq ft of space that is ready to be finished. This home is minutes from 80/94, 80/90, Coffee Creek, the Indiana Dunes State Park, downtown Chesterton shopping, restaurants, farmers markets, parks and so much more!

376 Cherry Hills Drive, Chesterton

1430 N Veden Road, Chesterton
$349,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated and thoughtfully maintained 3-bedroom, 1.5-bath home, perfectly situated on an expansive .48-acre lot within the highly sought-after Duneland School Corporation. With approximately 1,400 square feet of comfortable living space, this home offers the ideal blend of modern updates, functionality, and peaceful outdoor space. The home was completely taken down to the studs and renovated approximately five years ago, providing an impressive list of major improvements including new windows, roof, siding, furnace, air conditioning, vinyl flooring, well, septic system, and a newly paved driveway. The thoughtful updates continue with new storm doors in 2025 and, in 2026, a new shower with warranty, new shed, owned water softener, and new sump pump with a battery backup system. The stainless-steel appliances are included, and the versatile mudroom adds even more functionality with the flexibility to serve as a home office, den, or additional everyday living space. Step outside and enjoy the beauty and privacy of nearly half an acre. The spacious, well-maintained yard provides plenty of room for entertaining, gardening, pets, play, or simply enjoying your own outdoor retreat. With extensive updates, major systems already addressed, a beautiful lot, and the advantage of Chesterton schools, this is a home that offers both comfort and peace of mind. A wonderful opportunity to enjoy a move-in-ready property with nothing left to do but make it your own!

1430 N Veden Road, Chesterton

656 S 4th Street, Chesterton
$254,000
3 Beds ⋅ 2 Baths
Price Improvement from this motivated seller! Bring an offer! Remodeled home in a highly desired location! Location is one of the key features of this home located 5 minutes from Hwy 49, the Dunes, and approximately 45 minutes from Chicago. The up and coming downtown Chesterton, YMCA, Chesterton Park, and splash pad are only 3 minutes away. Bailey Elementary & Montessori School are only a few blocks away. Featuring a spacious updated living room with a beautiful fireplace. The formal dining room is a wonderful addition to the home. The modern kitchen includes new flooring, cabinets, countertops, and bar overhang for barstools. A full bathroom was added downstairs. There is a small office and bedroom with bathroom on the main level. Upstairs you will find 2 spacious updated bedrooms. The backyard space has been transformed into a private oasis with edible grapes on the fence. The storage shed is perfect for storing outdoor equipment. The home sits on a nice size lot with additional yard space to the right of the carport. Enjoy lower taxes and a quiet neighborhood.

656 S 4th Street, Chesterton

1927 Cory Lane, Chesterton
$390,000
4 Beds ⋅ 3 Baths
Quality-built home that has been beautifully maintained and is truly move-in ready! This open-concept tri-level floor plan makes exceptional use of every square foot. The spacious primary suite features a vaulted ceiling, walk-in closet, and private full bath with a double vanity and a relaxing whirlpool tub. The new updated kitchen offers quartz counter tops, new dishwasher, abundant cabinetry, generous counter space, and a large pantry for added convenience. The huge lower-level rec room with a cozy gas fireplace provides the perfect space for entertaining or relaxing. The main level flooring has been updated with waterproof, scratch resistant, realistic wood grain LVP flooring, and outlets have been strategically installed higher on the walls in the bedrooms and rec room for easy TV mounting and setup. Enjoy the backyard with storage shed and plenty of room for outdoor activities. The exterior also features all season Govee lighting to really give your home that pop all year round. Frontier fiber optic cable has also been recently ran underground. A must-see home that combines quality craftsmanship, thoughtful updates, and functional living space.

1927 Cory Lane, Chesterton

1776 Indian Boundary Road, Chesterton
$399,500
3 Beds ⋅ 3 Baths
Bring your offer!!! Calling all buyers, contractors, and investors who see potential where others see projects. Some pictures are AI generated. See what the potential is when changing out the paint, carpet, laundry room flooring and stainless appliances. This 3-bed, 3-bath ranch home on a 0.77 acre lot in Chesterton is a rare chance to build instant equity in one of Northwest Indiana's most sought-after school districts. The roof is only 1 year old -- one of the biggest-ticket items already handled for you. Beneath the cosmetic wear is a home with genuinely good bones: a solid layout, real square footage (2232= 1st floor + 2232 =unfinished basement), and a floor plan worth restoring rather than replacing. Yes, it needs work -- this is NOT a move-in-ready listing, and it's priced accordingly. But for the right buyer, that's exactly the point. Bring your contractor, your vision, or your renovation loan, and turn this into serious equity in a market where finished homes are commanding a premium. In-ground pool, expansive decking, additional 2 car detached garage at the back of the property. Located minutes from downtown Chesterton, the South Shore Line, and the Indiana Dunes, with access to Duneland Schools -- this is a location buyers don't want to miss, at a price point that leaves room to make it your own.

1776 Indian Boundary Road, Chesterton

2342 Westwood Lane, Chesterton
$349,900
4 Beds ⋅ 2 Baths
Move-in ready and loaded with updates, this turn-key tri-level offers the space, style, and location today's buyers are searching for. Situated in the award-winning Duneland School District, you'll enjoy being just minutes from downtown Chesterton, the Indiana Dunes National Park, Lake Michigan beaches, the South Shore Line, Coffee Creek Preserve, shopping, dining, and major commuter routes. Inside, the sunny living room welcomes you with fresh paint & neutral decor The country kitchen features brand-new quartz countertops, a pantry, a full appliance package, and sliding door access to the backyard--perfect for everyday living and entertaining. The lower level adds valuable flexible space with brand-new carpet, a cozy brick fireplace, a fourth bedroom, a 3/4 bath, dedicated laundry room, and plenty of storage. Upstairs, retreat to a spacious primary bedroom along with two additional bedrooms and an updated full bath featuring new quartz countertops. Step outside to enjoy the freshly painted deck with a Sunsetter shade, a storage shed, and a generous backyard with room for gardening, pets, play, or outdoor gatherings. The heated 2.5-car garage provides ample space for vehicles, hobbies, and extra storage. Recent updates include new paint, new carpet, new quartz countertops in the kitchen and bathrooms, updated fixtures, and a new HVAC system (2022), making this home truly move-in ready. Schedule your private showing today!

2342 Westwood Lane, Chesterton

455 Woodlawn Avenue, Chesterton
$385,000
4 Beds ⋅ 4 Baths
Here's your opportunity to enjoy homeownership while generating rental income! This well-maintained duplex offers an ideal owner-occupied investment, with the neighboring rental unit helping offset your monthly mortgage payment. The spacious owner's residence features 2 bedrooms, 2 bathrooms, and a finished basement that provides plenty of additional living and entertaining space. The adjoining rental unit, now vacant, includes 2 bedrooms and 2 bathrooms, allowing you to choose the tenants and rents. The 455 side has a brand new air conditioner and new appliances last year. New windows were installed in 2025. Both units enjoy large, private backyards perfect for relaxing, entertaining, or gardening. Conveniently located just minutes from the beautiful beaches of Lake Michigan, charming downtown Chesterton, and the renowned European Market, this property also offers an easy commute with quick access to the South Shore Line and I-94, putting downtown Chicago within approximately 45 minutes. Whether you're looking to reduce your housing costs or expand your investment portfolio, this property offers the perfect combination of comfort, convenience, and income potential.

455 Woodlawn Avenue, Chesterton

3624 Fairway Drive, Chesterton
$353,900
4 Beds ⋅ 2 Baths
This is the opportunity you've been waiting for at 3624 Fairway Drive in Chesterton's Golfview Estates! Offering nearly 2,000 square feet, this 4-bedroom, 2-bath quad-level delivers the space, versatility, and location today's buyers are searching for. Inside, vaulted ceilings and warm bamboo hardwood flooring welcome you into a home featuring multiple living areas, a fireplace, and flexible spaces for entertaining, relaxing, or working from home. Step outside to a spacious corner lot and expansive two-tier deck--an ideal setting for cookouts, gatherings, or quiet evenings outdoors. Golfview Estates offers neighborhood walking opportunities, a playground, and a park, while the Indiana Dunes National Park, nearby trails, South Shore Line, shopping, dining, and major highways are all within convenient reach. Located within the Duneland School Corporation, this home brings together generous living space, a well-established neighborhood, and excellent access to everything Chesterton and Northwest Indiana have to offer. The opportunity is here--schedule your showing and make 3624 Fairway Drive your next home!

3624 Fairway Drive, Chesterton

117 Washington Avenue, Chesterton
$364,999
3 Beds ⋅ 3 Baths
Fresh updates, inviting spaces, and a fantastic Chesterton location make this ranch one you'll want to see! Featuring a newer roof , 3 bedrooms, 3 bathrooms, and an impressive 3 fireplaces, this home offers plenty of space to settle in and make your own. Inside, you'll find a comfortable, thoughtfully designed layout with generous living areas that provide flexibility for everyday life, entertaining, or simply relaxing at home. When the temperatures drop, choose your favorite fireplace and enjoy a cozy Indiana evening. Ready to unwind even more? Step outside and enjoy a relaxing soak in the NEW HOT TUB! The ranch-style layout offers the convenience of single-level living, while the location puts you just minutes from downtown Chesterton, parks, schools, shopping, dining, the South Shore Line, and major highways. With a new roof, spacious layout, unique fireplace features, and a location that keeps you connected to everything Chesterton and Northwest Indiana have to offer, this home is ready for its next chapter. Schedule your private showing and come experience it for yourself!

117 Washington Avenue, Chesterton

1622 Port Cove Drive, Chesterton
$327,500
3 Beds ⋅ 3 Baths
Welcome to 1622 Port Cove Dr in Porter, Indiana -- a charming 3-bedroom, 3-bathroom tri-level home offering approximately 1,742 square feet of comfortable living space. This residence blends functionality and relaxation in a desirable neighborhood and is ready for some fresh updates. Homeowners are motivated to sell. Step inside to find a spacious and inviting layout. The tri-level design provides excellent separation of spaces: the main level features an eat-in kitchen and living areas perfect for everyday living and entertaining, while the upper level offers private bedroom retreats, including a main bedroom with its own ensuite bathroom. Three full bathrooms ensure convenience for everyone in the household. The highlight of this home is the fenced backyard oasis. Enjoy summer days on the large deck, cool off in the above-ground pool, or gather around the fire pit for evenings under the stars. With plenty of room to play or garden, this outdoor space is ready for memories. A 2-car garage adds practical convenience for parking and storage. Located in Porter, you're just minutes from the stunning Indiana Dunes National Park and State Park, with miles of beaches, hiking trails, and Lake Michigan views. The vibrant Chesterton area offers excellent amenities including shops, restaurants, schools, and easy access to major routes -- perfect for commuters while still providing a peaceful suburban feel. This tri-level home combines comfort, outdoor enjoyment, and unbeatable location. With motivated sellers and a home ready for your personal updates, don't miss your chance to make it yours!

1622 Port Cove Drive, Chesterton

Updated . Information deemed reliable but not guaranteed.